Chicago Rooftop Bars

Reggie's Trainwreck Rooftop Deck

Reggie's Trainwreck Rooftop Deck is located near Southside and is an instant favorite for most who go. The rooftop is pretty unique for the area with an creative urban vibe. It's a great place to drink, hang with friends, play some pool and enjoy live music. The prices are reasonable and the drink specials are pretty cheap. Service at Reggie's is usually pretty good and the food is decent. It's an ideal place for a casual night with friends.